AU2011383312B2

AU2011383312B2 - Cleansing compositions with polyurethane-34

Info

Publication number: AU2011383312B2
Application number: AU2011383312A
Authority: AU
Inventors: Regina Hourigan; James Masters; Jairajh Mattai
Original assignee: Colgate Palmolive Co
Current assignee: Colgate Palmolive Co
Priority date: 2011-12-15
Filing date: 2011-12-15
Publication date: 2014-07-31
Anticipated expiration: 2031-12-15
Also published as: CA2858313C; CN104039306A; EP2790665A1; AU2011383312A1; US9006163B2; KR20140104430A; ZA201404192B; CN104039306B; MX2014007137A; US20140342968A1; CA2858313A1; RU2014128792A; WO2013089720A1; BR112014014380A2; PH12014501266A1; EP2790665B1

Abstract

A cleansing composition comprising a cleansing effective amount of surfactant and polyurethane-34. The polyurethane-34 can deposit on skin during cleansing and form a barrier that reduces bacterial attachment to skin.

Description

CLEANSING COMPOSITIONS WITH POLYURETHANE-34 FIELD OF THE INVENTION [0001] The present invention relates to cleansing compositions with polyurethane-34. BACKGROUND OF THE INVENTION [0002] While cleansing compositions can remove bacteria from skin, new bacteria can attach to skin when skin contacts a surface containing bacteria. It would be desirable to have a protective layer on the skin to block bacteria from attaching to skin. It would be desirable to have the protective layer deposited on skin during skin cleansing. [0002a] Any discussion of documents, acts, materials, devices, articles or the like which has been included in the present specification is solely for the purpose of providing a context for the present invention. It is not to be taken as an admission that any or all of these matters form part of the prior art base or were common general knowledge in the field relevant to the present invention as it existed before the priority date of each claim of this application. [0002b] Throughout this specification the word "comprise", or variations such as "comprises" or "comprising", will be understood to imply the inclusion of a stated element, integer or step, or group of elements, integers or steps, but not the exclusion of any other element, integer or step, or group of elements, integers or steps. BRIEF SUMMARY OF THE INVENTION [0002c] One aspect relates to a cleansing composition comprising a cleansing effective amount of surfactant and polyurethane-34. [0002d] Another aspect relates to a method of reducing attachment of bacteria to skin comprising cleansing skin with a composition of any preceding claim, and optionally rinsing the skin with water. [0003] A cleansing composition comprising a cleansing effective amount of surfactant and polyurethane-34. [0004] Further areas of applicability of the present invention will become apparent from the detailed description provided hereinafter. It should be understood that the detailed description and specific examples, while indicating the preferred embodiment of the invention, are intended for purposes of illustration only and are not intended to limit the scope of the invention. 1 DETAILED DESCRIPTION OF THE INVENTION [0005] The following description of the preferred embodiment(s) is merely exemplary in nature and is in no way intended to limit the invention, its application, or uses. [0006] Polyurethane-34 can be included in cleansing compositions, such as body washes/shower gels, liquid hand soaps, or bar soaps. When used to cleanse skin, the polyurethane-34 can deposit on skin and form a barrier. The barrier can reduce or prevent bacteria from attaching to skin. [0007] Polyurethane-34 is the generic INCI name for a polyurethane polymer sold under the BaycusanTM C 1000 tradename from Bayer. It is sold as a 40% polymer solution. Polyurethane34 can be included in cleansing compositions in any desired amounts. In certain embodiments, the amount is 0.1 to 5% by weight of the composition. In other embodiments, the amount is 0.1 up to 4, 3, 2, 1.5, 1, 0.9, 0.8, 0.7, 0.6, or 0.5% by weight of the composition. In other embodiments, the amount is at least 0.2, at least 0.3, at least 0.4, at least 0.5 up to 5, 4, 3, 2, or la WO 2013/089720 PCT/US2011/065022 1% by weight. In certain embodiments, the amount is 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.5, or 2% by weight of the composition. [0008] The cleansing composition includes a cleansing effective amount of one or more anionic surfactants, amphoteric surfactants, nonionic surfactants, cationic surfactants, and combinations thereof. The cleansing composition can be in the form of a body wash/shower gel, liquid hand soap, or a bar soap. [0009] A variety of anionic surfactants can be utilized in the composition including, for example, long chain alkyl (C 6

-C

22 ) materials such as alkyl sulfates, alkyl sulfonates, alkyl phosphates, alkyl ether sulfates, alkyl alpha olefin sulfonates, alkyl taurates, alkyl isethionates (SCI), alkyl glyceryl ether sulfonates (AGES), sulfosuccinates, fatty acid soap and the like. These anionic surfactants can be alkoxylated, for example, ethoxylated, although alkoxylation is not required. Examples of classes of anionic surfactants include, but are not limited to, alkyl and alkyl ether sulfates, such as those that may have the respective formula ROSO 3 M and RO(C 2

H

4 0)xSO 3 M, wherein R is alkyl or alkenyl of from about 8 to about 24 carbon atoms, x is 1 to 10, and M is a water-soluble cation such as ammonium, sodium, potassium and triethanolamine. The alkyl ether sulfates may be made as condensation products of ethylene oxide and monohydric alcohols having from about 8 to about 24 carbon atoms. In one embodiment, R has from about 10 to about 18 carbon atoms in both the alkyl and alkyl ether sulfates. The alcohols can be derived from fats, e.g., coconut oil or tallow, or can be synthetic. Lauryl alcohol and straight chain alcohols derived from coconut oil are preferred herein. Such alcohols are reacted with about 1 to about 10, or about 3 to about 5, or with about 3, molar proportions of ethylene oxide and the resulting mixture of molecular species having, for example, an average of 3 moles of ethylene oxide per mole of alcohol, is sulfated and neutralized. Examples of anionic surfactants include, but are not limited to, Useful anionic surfactants include ammonium lauryl sulfate, ammonium laureth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, potassium lauryl sulfate, monoethanolamine cocoyl sulfate, 2 WO 2013/089720 PCT/US2011/065022 sodium tridecyl benzene sulfonate, sodium dodecyl benzene sulfonate, sodium and potassium salts of sodium pareth sulfate, sodium and potassium salts of sodium pareth ether sulfate and combinations thereof. [0010] The fatty acid soap can be any of the neutralized fatty acids, such as those having 8 to 22 carbon atoms. Typical fatty acids used for soaps include, myristic acid, lauric acid, palmitic acid, stearic acids, and other fatty acids. Sources of fatty acids include coconut oil, palm oil, palm kernel oil, tallow, avocado, canola, corn, cottonseed, olive, hi-oleic sunflower, mid-oleic sunflower, sunflower, palm stearin, palm kernel olein, safflower, and babassu oils. The fatty acids can be neutralized with any base to form a soap. Typical bases include, but are not limited to, sodium hydroxide, potassium hydroxide, and triethanolamine. [0011] Amphoteric/zwitterionic surfactants may also be included in the composition. These surfactants are typically characterized by a combination of high surfactant activity, lather forming and mildness. Amphoteric surfactants include, but are not limited to, derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight chain or branched and wherein one of the aliphatic substituents contains about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate. Examples of such compounds include sodium 3-dodecyaminopropionate, sodium 3-dodecylaminopropane sulfonate, N-alkyl taurines and N-higher alkyl aspartic acids. Other equivalent amphoteric surfactants may be used. Examples of amphoteric surfactants include, but are not limited to, a range of betaines including, for example, high alkyl betaines, such as coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxy-methyl betaine, lauryl dimethyl alpha-carboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis-(2-hydroxyethyl)carboxy methyl betaine, stearyl bis-(2-hydroxypropyl)carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, and lauryl bis-(2-hydroxypropyl)alpha-carboxyethyl betaine, sulfobetaines such as coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, amido betaines, amidosulfobetaines and the like. Betaines having a long chain alkyl group, particularly coco, may be particularly useful as are those that include an amido groups such as the cocamidopropyl and cocoamidoethyl betaines. [0012] Examples of nonionic surfactants include, but are not limited to, sorbitan esters, long chain alkyl glucosides having C 8

-C

22 alkyl groups; coconut fatty acid monoethanolamides such 3 WO 2013/089720 PCT/US2011/065022 as cocamide MEA; coconut fatty acid diethanolamides, fatty alcohol ethoxylates (alkylpolyethylene glycols); alkylphenol polyethylene glycols; alkyl mercaptan polyethylene glycols; fatty amine ethoxylates (alkylaminopolyethylene glycols); fatty acid ethoxylates (acylpolyethylene glycols); polypropylene glycol ethoxylates (for example the PLURONICTM block copolymers commercially available from BASF); fatty acid alkylolamides, (fatty acid amide polyethylene glycols); N-alkyl-, N-alkoxypolyhydroxy fatty acid amides; sucrose esters; sorbitol esters; polyglycol ethers; and combinations thereof. [0013] Cationic surfactants can also be included in the composition. Examples of cationic surfactants include, but are not limited to any quaternium or polyquaternium compound. [0014] Surfactants can be included in any desired amount. In one embodiment, surfactants are present in the composition in an amount of at least 1% by weight, optionally at least 2, at least 3, at least 4, or at least 5% by weight of the composition. The upper amount can be any typical amount for each type of cleansing composition. A cleansing effective amount is any amount that is typically used for body washes/shower gels, liquid hand soaps, or bar soaps. [0015] When made into an aqueous liquid cleanser, such as a body wash/shower gel or liquid hand soap, surfactants are typically included in amounts up to 40% by weight of the composition. In certain embodiments, the amount is at least 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10 up to 40% by weight of the composition. In certain embodiments, the amount is at least 3% or at least 5% up to 40% by weight of the composition. [0016] When made into a bar soap, surfactants are typically included in amounts of at least 40% by weight of the composition, optionally at least 50, at least 60%, at least 65%, at least 70%, at least 7 5%, at least 80%, at least 85% by weight of the composition. [0017] In certain embodiments, the cleansing composition contains an anionic surfactant and an amphoteric surfactant, such as sodium laureth sulfate and cocamidopropyl betaine, and optionally a nonionic surfactant, such as cocamide monoethanolamides. Optionally, the cleansing composition can further include a fatty acid soap. These types of cleansing compositions can be in the form of a body wash/shower gel or liquid hand soap. [0018] Other ingredients that can be added to body washes/shower gels, liquid hand soaps, or bar soaps can be included in the cleansing composition. In certain embodiments, body washes/shower gels or liquid hand soaps can contain water in an amount of at least 20% by 4 WO 2013/089720 PCT/US2011/065022 weight of the composition. In other embodiments, the amount of water is at least 30, at least 40, at least 50, at least 60, at least 70, at least 80, or at least 90% by weight of the composition. [0019] Any of the cleansing compositions can be used in a method to cleanse skin to reduce the attachment of bacteria to skin. After cleansing, the skin can be rinsed with water. [0020] EXAMPLES [0021] The following formula is used for a Liquid Hand Soap composition in the examples. Material Weight % Sodium laureth sulfate 6.4 Cocamidopropyl betaine 2.9 Glycerin 0.7 Sodium Chloride 0.55 Cocamide monoethanolamide 0.43 Water and minors (color, fragrance, preservatives) Q.S. [0022] Evaluation Procedure for Liquid Hand Soap Conditioning of Test Skin (VitroSkin

TM

) 1. Cut VitroSkinTM into 2.54 cm square pieces. 2. Add VitroSkin TM to a humidity chamber with 80%/20% water/glycerin. 3. Condition in chamber, room temperature overnight. Sample Treatment 1. Prepare Soap Slurry by diluting sample as 1:20 (1 part Liquid Hand Soap and 20 parts water = 50% LHS in Water) (lOOgL LHS with 1900gL DI Water) 2. Add 2mL of the Soap Slurry into 3 wells of a 6 well polystyrene cell culture plate. 3. Place VitroSkinTM, rough side/topography side down, into each well. 4. Place in incubated shaker for 10 min (37 0 C, speed = 80-120 RPM) 5. Remove skin and place in a fresh 6 well plate with 2mL of DI water. Allow to rinse for 30 sees while shaking the well plate by hand. 6. Remove from rinse water and blot dry. 7. Take reading with chromameter after the VitroSkinTM has been blotted dry, this is the Li* and bi*. 8. Wait 5 minutes then conduct dye solution treatment. Dye Solution Treatment 5 WO 2013/089720 PCT/US2011/065022 9. Add 2ml of 0.5% Crystal Violet dye solution to 3 wells of a 6 well plate. The dye is prepared 30 minutes or less before use and is kept stirring and protected from light before use. 10. Place a piece of treated VitroSkinTM in each well, rough side/topography side down 11. Soak in dye solution for 2min at room temperature (25 C), no shaking, only shake until the piece of skin is immersed in the liquid. 12. Remove VitroSkinTM from dye solution and rinse in 2mL DI water for 10 sec. Blot dry. 13. Take reading with chroma meter after VitroSkinTM have been blotted dry and allowed to dry (45 min). This is the Lf* and bf*. Data Analysis 14. Measure anti-attachment efficacy based on AL* (Lf*-Li*) and Ab(bf*-bi*) value. Results: The more negative change in b* indicates a bluer color, or more dye uptake. This corresponds to less coating present on the VitroSkinTM. [0023] Using the procedure above, compare results from LHS prototypes with various polymer systems at different levels. When material is added, water is removed. Material weight listed is the as supplied weight added to the LHS along with the active weight of the polymer. Material Wt. % Wt.% L* b* Delta Delta % As Active L* b* Reduction supplied ** Polyurethane-34 0 0 68.77 -39.25 Baycusan TM C 1000 from 0.5 0.2 67.98 -40.42 -0.79 -1.17 3 Bayer 1 0.4 77.74 -25.86 8.96 13.39 -34.1 2 0.8 81.34 -21.10 12.56 18.15 -46.2 5 2 81.94 -19.66 13.17 19.60 -49.9 COMPARATIVES Wt. % Wt.% L* b* Delta Delta % As Active L* b* Reduction supplied ** Deposilk

TM

Q1 0 0 84.61 -14.79 polyurethane copolymer 0.5 0.325 86.93 -11.47 2.32 3.32 -22.5 from Air Products 1 0.65 86.9 -11.54 2.29 3.25 -22.0 2 1.3 86.69 -12.02 2.08 2.77 -18.7 Wt. % Wt.% L* b* Delta Delta % As Active L b Reduction supplied ** Polyolprepolymer-2 0 0 79.39 -22.87 6 WO 2013/089720 PCT/US2011/065022 (PPG-12/SMDI 2 2 84.71 -15.18 5.32 7.69 -33.6 Copolymer) from Barnet Wt. % Wt.% L* b* Delta Delta % As Active L* b* Reduction supplied ** Worlee Micromer T M 0 0 79.29 -23.64 C20/41 ammonium 0.5 0.2 82.42 -17.82 4.13 5.82 -24.6 polyacrylate 1 0.4 81.31 -19.35 3.02 4.28 -18.1 2 0.8 81.80 -18.54 3.51 5.10 -21.6 ** % Reduction = 100 * ((test sample b* - 0% control b*)/(0% control b*)) [0024] The polyurethane-34 has the most significant improvement versus its 0% polymer placebo (pvalues <0.01 for levels of 1%, 2%, and 5%) compared to the other polyurethane polymers or the acrylate polymer. For the Worlee Micromer and Polyolprepolymer 2, they have p values of less than 0.05. [0025] Evaluation Procedure for Soap Bar Conditioning of Test Skin (VitroSkin

TM

) 1. Cut VitroSkinTM into 2.54 cm square pieces. 2. Add VitroSkin TM to a humidity chamber with 80%/20% water/glycerin. 3. Condition in chamber, room temperature overnight. Sample Treatment 1. Prepare soap slurry by diluting sample as 0.5% bar soap in DI Water. 2. Add 1Oml of the soap slurry to a 60 ml jar. 3. Place VitroSkinTM, 3 per jar, into the 60 ml jar. (3 are used and the results are averaged) 4. Place in incubated shaker for 60 min (37 0 C, speed = 80-120 RPM). 5. Remove skin and place in a reservoir with 25 ml of DI water. Allow to rinse for 30 seconds, no shaking. 6. Remove from rinse water and allow to dry for 45 minutes. Dye Solution Treatment 7. Add 8ml of 0.28% Crystal Violet dye each into 6 60ml jars. The dye is prepared 30 minutes or less before use and is kept stirring and protected from light before use. 8. Place a piece of treated VitroSkin T M in jar (3 in each jar) lightly shake by hand until completely submerged. 9. Soak in dye solution for 5 minutes at room temperature (25'C), no shaking, only shake until the piece of skin is immersed in the liquid. 10. Remove VitroSkinTM from dye solution and rinse in 25mL DI water for 30 seconds. Blot dry. 7 WO 2013/089720 PCT/US2011/065022 11. Take reading with chroma meter after VitroSkinTM has been blotted dry and allowed to dry (20 min) skin this is the Lf and bf. Data Analysis 12. Measure anti-attachment efficacy based on the average L*, a*, and b* values after the dye treatment and completely drying. [0026] A soap bar without and a soap bar with 2 weight % (active) polyurethane-34 are tested. The average L*, a*, and b* values of three replicates for each are shown below. The bar soap with polyurethane-34 leaves a residual coating on VitroSkinTM as seen by higher b* values (less blue in color) and higher L* values (more white in color). Sample L* a* b* Bar soap with 2% polyurethane-34 (active weight) 73.06 6.61 -14.48 Control soap 65.34 14.12 -27.75 [0027] As used throughout, ranges are used as shorthand for describing each and every value that is within the range. Any value within the range can be selected as the terminus of the range. In addition, all references cited herein are hereby incorporated by referenced in their entireties. In the event of a conflict in a definition in the present disclosure and that of a cited reference, the present disclosure controls. [0028] Unless otherwise specified, all percentages and amounts expressed herein and elsewhere in the specification should be understood to refer to percentages by weight. The amounts given are based on the active weight of the material. 8

Claims

1. A cleansing composition comprising a cleansing effective amount of surfactant and polyurethane-34.

2. The cleansing composition of claim 1, wherein the cleansing composition is an aqueous, liquid composition or a bar soap.

3. The cleansing composition of any one of the preceding claims, wherein the surfactant comprises an anionic surfactant and an amphoteric surfactant.

4. The cleansing composition of any one of the preceding claims, wherein the surfactant comprises sodium laureth sulfate and cocamidopropyl betaine.

5. The cleansing composition of any one of the preceding claims, wherein the cleansing composition is an aqueous liquid composition, and an amount of surfactant is at least 3% by weight of the composition, optionally, at least 5%, or at least 10% by weight of the composition.

6. The cleansing composition of any one of the preceding claims, wherein the cleansing composition is a bar soap, and an amount of surfactant is at least 40% by weight of the composition, optionally at least 50%, at least 60%, at least 70%, or at least 80% by weight of the composition.

7. The cleansing composition of any one of the preceding claims, wherein the surfactant comprises a fatty acid soap.

8. The cleansing composition of any one of the preceding claims, wherein the amount of polyurethane34 is 0.1 to 5% by weight of the composition, optionally 0.1 to 2%, 0.2 to 5%, 0.4 to 5%, 0.2 to 2%, or 0.4 to 2% by weight of the composition.

9. The cleansing composition of any one of the preceding claims, wherein the cleansing composition is an aqueous liquid composition containing water in an amount of at least 20% by weight of the composition, optionally at least 30, at least 40, at least 50, at least 60, at least 70, at least 80, or at least 90% by weight of the composition.

10. A method of reducing attachment of bacteria to skin comprising cleansing skin with a composition of any one of the preceding claims, and optionally rinsing the skin with water.